Holiday rentals in Squirrel Lake

Lakefront Chalet w/Pontoon

Perfect year-round family getaway! Luxurious 3-story chalet sits on 15+ acres with 770’ of lake frontage on Lucy Lake. 2 kitchens to accommodate large families, dog run/kennel, private walking trails, sandy lake bottom ideal for wading, private dock for fishing, basketball hoop, swimming & kayaking. In winter there's snow shoeing, ice fishing, and sledding (bring your own equipment) on property. Close to cross country skiing/skijoring trails & snow mobile trails. EV Charging Station (NEMA 14-50)

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple levels, overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Escape on Brandy Lake-Water Toys-Great Fishing

Welcome to your perfect Northwoods getaway! This updated 3-bed 1.5-bath property sits on the shores of beautiful Brandy Lake in Arbor Vitae, WI. With 200+ ft of private shoreline, cozy log home charm, and modern updates, it’s the ideal spot for relaxation and adventure. Brandy Lake is a full recreation lake (110 acres, 44 ft max depth) known for excellent fishing—Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye are all waiting. Located right on US-51 so getting anywhere is super easy.

Relaxing Log Cabin on Willow Lake WiFi, AC

Willow Lake Retreat is a secluded get away with modern conveniences of WiFi and AC. Willow Lake offers a sandy shoreline for swimming, fishing, and kayaking. Located in the heart of the North woods, enjoy snowmobiling and riding ATV/UTVs directly from the cabin. Hike the trails of the Chequamegon National Forest. Cook and enjoy dinner on the back deck overlooking Willow Lake while experiencing the sights and sounds of nature. Willow Lake is only a short drive from Minocqua and Tomahawk.

Lily Pad on Muskie Lake

The Lily Pad on Muskie Lake in Springstead is in the heart of the Northwoods. Come relax, slow down, and recharge. Muskie Lake is a private lake that is almost 100 acres. In the summer we have kayaks and in the winter we are less than a mile from Trail 8 and 8a. There are 7 restaurants within 13 miles, thousands of acres of water, millions of acres of woodlands, XC trails galore, 10 waterfalls in Iron Co, 7 ski hills within 90 minutes, or curl up in the newly remodeled cabin and unwind.

'Driftwood' Cozy Luxury Yurt with Sauna & Wi-Fi

Our luxury yurts are fully insulated and equipped with heat, electricity, piping hot water, a full kitchen, bathroom, and a spacious living area. Relax in the 6–8 person sauna just steps away, enjoy the bonfire pit, s’mores, HBO Max, nearby trails, and free delivery for gear rentals. We’re happy to help with reservations, rentals, and personalized recommendations to make your Northwoods stay unforgettable. Furry Friends Allowed! - $40 per pet Inquire about seasonal or group discounts!

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

3 BR l Lakefront Cabin l

Welcome to your very own slice of paradise at The Lighthouse! We know how important it is to find a space that feels both comfortable and inviting, and that’s exactly what we’ve crafted here just for you. As seasoned travelers ourselves, we’ve poured our hearts into every detail to ensure your stay is nothing short of amazing. So, what are you waiting for? Dive into the tranquility of this magical place and book your stay at The Lighthouse now – we can’t wait to host you!

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Anna Bananas Beachfront Bungalow

Enjoy the tranquility of lake life at this Northern Wisconsin lake house. This 3 bedroom 2 bath home is on a private 128 acre lake near the Willow Flowage. A mere 30 feet from the waterfront, you will feel right at home. Enjoy incredible sunsets from the deck, paddle boarding, fishing, or hiking the trails. Ample parking, WiFi, fire pit and grill. Near ATV and Snowmobile trails, no matter what time of year you vacation, it doesn't get better than this.

Lively Lofts at Aqualand - Apt #1

A unique getaway experience awaits you. The lively Lofts of Aqualand are located above the Ale House overlooking the outdoor patio. These unique lofts feature an elegant bedroom with a full kitchen, living room, and bathroom with a jacuzzi tub for relaxation. Located in downtown Boulder Junction with a bike path and snowmobile trails outside your window for easy access. Shopping, art, and other restaurants are within walking distance. Good times await you!

Fern and Moss A-frame Lakefront Hot Tub

Fern & Moss – Modern Northwoods Retreat Escape to this stunning A-frame on Moss Lake with panoramic lake views, 2 bedrooms, a bunk room, and 3 full baths. Enjoy 100+ ft of fisherman's frontage, a private dock, hot tub, fire pit, and stylish interiors with vaulted ceilings, a full kitchen, and smart TV. Located near Minocqua with year-round access to outdoor adventures. A perfect blend of modern comfort and lakeside serenity. ✨ Book your getaway today!